‘Bachelor’ Alum Sarah Herron and Dylan Brown’s Relationship Timeline: How They Met, Fertility Struggles and More

Credit: Courtesy of Sarah Herron/Instagram

‘Bachelor’ Alum Sarah Herron and Dylan Brown’s Relationship Timeline: How They Met, Fertility Struggles and More

Sticking together. Bachelor Nation’s Sarah Herron has been candid about her ups and downs with love Dylan Brown by her side. Bachelor views met Herron on season 17 of the ABC series, which starred Sean Lowe and aired in 2013. She subsequently appeared on seasons 1 and 3 of Bachelor in Paradise but met The One outside of reality TV when she hired Brown for a charity event in 2017. “I was looking to hire a videographer for our first SheLift retreat in Colorado. Dylan came highly recommended by an old colleague and friend. After our first day of working together as director + producer, I was pretty certain I had a crush on him,” Herron recalled in 2018 via Instagram. “My sister was quick to accuse that I only had a crush on him because ‘he was the only boy I’d seen in 72 hours’ [at an all girls retreat] but I knew it was something more. I was drawn to his creative instinct, expertise on the ski hill, ability to direct firmly yet allow for compassion in a vulnerable environment. We went on our first date the afternoon after the retreat ended in his small mountain town of Carbondale, CO. My sister sat at the table across the room (bless) while Dylan and I sipped coffee and talked. When Dylan walked me to my car, I stood on my tiptoes to kiss him goodbye.” Herron wrote that Brown was “taken aback by my forwardness” and as a result, he was “undeniably hooked.” “I explained that ‘we move fast on the Bachelor,’ and apparently it worked,” she added. One year later, the twosome were living together in Park City, Utah. “Dylan and I are in love, we’re partners and we’re reliving the memories of our year in review,” she continued. “I’m not surprised that I met Dylan while distracted, fully devoted to my life’s work - because it brought someone equally as deserving and understanding to the table. Because of our unique circumstance of meeting, I’ll forever be grateful for my partner and best friend.” As Herron and Brown’s relationship continued to blossom, she learned that she may have difficulties getting pregnant. In March 2021, the former reality star revealed she was diagnosed with diminished ovarian reserve (DOR). “I never imagined it would go this way for me—that at 34 I’d be told my chances of having a baby naturally, are very slim,” she penned via Instagram at the time. “Although this is my body, it’s both mine and my partner’s experience, so I’ve received Dylan’s permission to share publicly. After 7 months of trying, but with no pregnancy, we turned to fertility testing. The results are consistent. My egg count and quality is low.” Two months later, the photographer proposed and in September 2022, Herron announced her miracle pregnancy exclusively with Us Weekly. “It’s very early still, and I know many families prefer to keep pregnancy private until after the first trimester, but I have shared entire fertility journey since day one,” she told Us when she was seven weeks pregnant. “One of the blessings of IVF is the support I have gained by being transparent about this process.” Months ahead of her May 2023 due date, however, Herron announced that their baby boy, Oliver, was born on January 28, 2023, and died in “his dad’s arms shortly after.” “There are no words for the magnitude of loss and pain we’re experiencing,” she explained at the time. “It’s beautiful and simultaneously tragic. He had my nose and his dad’s mouth and long fingers.” Scroll through for Herron and Brown’s timeline:

Credit: Courtesy of Sarah Herron/Instagram

‘Bachelor’ Alum Sarah Herron and Dylan Brown’s Relationship Timeline: How They Met, Fertility Struggles and More

Sticking together. Bachelor Nation’s Sarah Herron has been candid about her ups and downs with love Dylan Brown by her side. Bachelor views met Herron on season 17 of the ABC series, which starred Sean Lowe and aired in 2013. She subsequently appeared on seasons 1 and 3 of Bachelor in Paradise but met The One outside of reality TV when she hired Brown for a charity event in 2017. “I was looking to hire a videographer for our first SheLift retreat in Colorado. Dylan came highly recommended by an old colleague and friend. After our first day of working together as director + producer, I was pretty certain I had a crush on him,” Herron recalled in 2018 via Instagram. “My sister was quick to accuse that I only had a crush on him because ‘he was the only boy I’d seen in 72 hours’ [at an all girls retreat] but I knew it was something more. I was drawn to his creative instinct, expertise on the ski hill, ability to direct firmly yet allow for compassion in a vulnerable environment. We went on our first date the afternoon after the retreat ended in his small mountain town of Carbondale, CO. My sister sat at the table across the room (bless) while Dylan and I sipped coffee and talked. When Dylan walked me to my car, I stood on my tiptoes to kiss him goodbye.” Herron wrote that Brown was “taken aback by my forwardness” and as a result, he was “undeniably hooked.” “I explained that ‘we move fast on the Bachelor,’ and apparently it worked,” she added. One year later, the twosome were living together in Park City, Utah. “Dylan and I are in love, we’re partners and we’re reliving the memories of our year in review,” she continued. “I’m not surprised that I met Dylan while distracted, fully devoted to my life’s work - because it brought someone equally as deserving and understanding to the table. Because of our unique circumstance of meeting, I’ll forever be grateful for my partner and best friend.” As Herron and Brown’s relationship continued to blossom, she learned that she may have difficulties getting pregnant. In March 2021, the former reality star revealed she was diagnosed with diminished ovarian reserve (DOR). “I never imagined it would go this way for me—that at 34 I’d be told my chances of having a baby naturally, are very slim,” she penned via Instagram at the time. “Although this is my body, it’s both mine and my partner’s experience, so I’ve received Dylan’s permission to share publicly. After 7 months of trying, but with no pregnancy, we turned to fertility testing. The results are consistent. My egg count and quality is low.” Two months later, the photographer proposed and in September 2022, Herron announced her miracle pregnancy exclusively with Us Weekly. “It’s very early still, and I know many families prefer to keep pregnancy private until after the first trimester, but I have shared entire fertility journey since day one,” she told Us when she was seven weeks pregnant. “One of the blessings of IVF is the support I have gained by being transparent about this process.” Months ahead of her May 2023 due date, however, Herron announced that their baby boy, Oliver, was born on January 28, 2023, and died in “his dad’s arms shortly after.” “There are no words for the magnitude of loss and pain we’re experiencing,” she explained at the time. “It’s beautiful and simultaneously tragic. He had my nose and his dad’s mouth and long fingers.” Scroll through for Herron and Brown’s timeline:

Credit: Courtesy of Sarah Herron/Instagram

2017

The pair met when Herron hired Brown for a SheLift retreat in March.

Credit: Courtesy of Sarah Herron/Instagram

2018

Herron and Brown moved in together after less than a year of dating.

Credit: Courtesy of Sarah Herron/Instagram

2019

The twosome continued to document their life together via social media, including trips all over the world.

Credit: Courtesy of Sarah Herron/Instagram

2020

The duo marked three years together in April.

“We can never agree on an official start date (anniversary) to our relationship, but this year we're saying April 1. Happy 3 years baby!!” Brown wrote via Instagram. “It's been quite the ride!! I love you!! Here's to 3 more!! 🥂”

Several months later, Herron revealed how her battle with bipolar disorder affected their romance.  

"Dylan and I had been together over 2 years when I received my bipolar diagnosis. In one regard, it explained a little bit about some of the rocky patches we’d been through,” she wrote via Instagram. "But even knowing that, and having the security of a 2-year relationship under our belt, telling him about my diagnosis wasn’t exactly pillow talk. … Living with a mood disorder brings up challenges in ANY relationship. Neither you OR your partner can be expected to be perfect. What IS important, is that you are supportive of each other’s experience through it."

Credit: Courtesy of Sarah Herron/Instagram

2020

The couple started trying to conceive a child naturally.

Credit: Courtesy of Sarah Herron/Instagram

March 2021

Herron began publicly sharing her fertility struggles, explaining that she struggled with an eating disorder in the past.

“After learning about my low fertility count, I’m embarrassed to admit that my immediate feeling was resentment,” she wrote. “Resentment for the weight I’d put on trying to create a healthy relationship with food, for the day I would become pregnant. This was an instrumental tactic for my eating recovery, and suddenly all of it seemed a waste.”

Credit: Courtesy of Sarah Herron/Instagram

May 2021

Brown popped the question in front of Mount Sopris with their “close friends” and pup.

“To everyone who thinks life has to go in one particular order, or by a specific time… IT DOESN’T,” Herron captioned a video of the proposal. “I’d wait a lifetime all over again—through the heartbreaks, years of self-work and countless rose ceremonies—to end up with this person,” she continued in her caption. “We make each other better, we have so much fun and we’re going to become parents together, so we decided to do the damn thing!”

Credit: Dylan H. Brown

September 2022

Us broke the news that Herron was pregnant.

“I’m so unbelievably grateful to have a partner who’s so supportive and gentle through this whole process. Dylan has been an incredible rock and is strong for both of us when it has felt too heavy at times. He’s a rugged man, but so tender at heart,” she told Us at the time, noting that “wedding plans are currently on hold.”

Credit: Courtesy of Sarah Herron/Instagram

February 2023

Herron and Brown’s son, Oliver, died after she gave birth at 24 weeks.

“Oliver, our IVF miracle, defied so many odds and fought through so many hard milestones to be here, but the higher powers still had other plans for the three of us. Our time together was short, but we are grateful for the days we had with Oliver in my belly,” she wrote via an Instagram tribute. “He has taught us so much about the integrity of life, love and death. Oliver filled our home and hearts with so much love and most importantly, optimism. The stars aligned to create Baby Oliver with a deep, meaningful purpose bigger than we’ll ever understand. His body was small, but his legacy will always be larger than life to us. … While our hearts are shattered beyond comprehension, we are comforted knowing that our son’s soul only ever knew love and will not suffer in a body that wasn’t built for this life.”

Herron concluded: “We’ll never understand the cruelty of it all, but through the darkness, Oliver remains so so bright. We love you so much, baby boy. You will never be replaced. You are so perfect and awesome. Love, Mommy and Daddy.”